Pd(II)-Catalyzed Coupling-Cyclization of 1,2-Allenyl Phosphonic Acid Monoesters with Allylic Halides and Their Application to the Synthesis of 1,3-Dihydro[2,1]benzoxaphosphole 1-Oxides

Shengming Ma; Fei Yu; Jinbo Zhao

doi:10.1055/s-2007-967973

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Synlett 2007(4): 0583-0586
DOI: 10.1055/s-2007-967973

LETTER

Pd(II)-Catalyzed Coupling-Cyclization of 1,2-Allenyl Phosphonic Acid Monoesters with Allylic Halides and Their Application to the Synthesis of 1,3-Dihydro[2,1]benzoxaphosphole 1-Oxides

Shengming Ma*, Fei Yu, Jinbo Zhao
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. of China
Fax: +86(21)64167510; e-Mail: masm@mail.sioc.ac.cn;

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Publication History

Received 26 May 2006
Publication Date:
21 February 2007 (online)

Abstract
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Abstract

The palladium-catalyzed coupling-cyclization of monoesters of 1,2-allenyl phosphonic acids with allylic halides was studied. 4-Allyl-2,5-dihydro[1,2]oxaphosphole 2-oxides were smoothly afforded. Multisubstituted 1-ethoxy-1,3-dihydro[2,1]benzoxaphosphole 1-oxides were prepared from 3,4-diallyl-2,5-dihydro[1,2]oxaphosphole 2-oxides by a one-pot tandem reaction.

Key words

palladium-catalyzed - coupling-cyclization - monoester

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